Movies Like Boss Up, The Musical

If you liked Boss Up, The Musical (2025), a comedy movie directed by Sydney Stewart and Tee Johnson, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Better Nate Than Ever (2022)
★ 6.5/10Also comedy
13-year-old Nate Foster has big Broadway dreams but there’s only one problem — he can’t even land a part in the school play. When his parents leave town, Nate and his best friend Libby sneak off to the Big Apple for a…
2
Love Happy (1949)
★ 5.8/10Also comedy
The Marx Brothers help young Broadway hopefuls when they get mixed up with gangsters due to a tin of sardines containing Romanoff diamonds.
3
Sneakerella (2022)
★ 5.9/10Also comedy
When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity…
4
Footlight Parade (1933)
★ 6.8/10Also comedy
A fledgling producer finds himself at odds with his workers, financiers and his greedy ex-wife when he tries to produce live musicals for movie-going audiences.
5
A Very Jonas Christmas Movie (2025)
★ 6.2/10Also comedy
Kevin, Nick, and Joe Jonas face a series of escalating obstacles as they struggle to make it from London to New York in time to spend Christmas with their families.
6
Godspell (1973)
★ 6.7/10Also comedy
In modern-day New York City, John the Baptist calls out to a group of young men and women to learn from the teachings of Jesus. Through song and dance, they relive Christ's crucifixion.
7
UglyDolls (2019)
★ 6.6/10Also comedy
In the adorably different town of Uglyville, weirdness is celebrated, strangeness is special and beauty is embraced as more than meets the eye. After traveling to the other side of a mountain, Moxy and her UglyDoll…
8
iParty with Victorious (2011)
★ 7.3/10Also comedy
Scorned girlfriends Carly and Tori hatch a plot against the boy that they are both dating.
9
Die, Mommie, Die! (2003)
★ 6.6/10Also comedy
Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her…
10
The Big Store (1941)
★ 6.3/10Also comedy
A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager.
11
Adam Sandler: Love You (2024)
★ 6.3/10Also comedy
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
12
Cadet Kelly (2002)
★ 6.2/10Also comedy
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
13
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
14
Dave Chappelle: The Dreamer (2023)
★ 6.9/10Also comedy
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
15
Arlo the Alligator Boy (2021)
★ 6.8/10Also comedy
Upon learning that he is from New York City, a wide-eyed boy, who is half human and half alligator, decides to leave his sheltered life in the swamp and search for his long lost father. A musical adventure.
16
A Song Is Born (1948)
★ 6.5/10Also comedy
The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want…
17
Animal Crackers (1930)
★ 6.9/10Also comedy
The well-known explorer and hunter Captain Spaulding has just returned from Africa, and is being welcomed home with a lavish party at the estate of influential society matron Mrs. Rittenhouse when a valuable painting…
18
Sing 2 (2021)
★ 7.8/10Also comedy
Buster and his new cast now have their sights set on debuting a new show at the Crystal Tower Theater in glamorous Redshore City. But with no connections, he and his singers must sneak into the Crystal Entertainment…
19
Pretty Persuasion (2005)
★ 5.8/10Also comedy
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
20
Sing (2016)
★ 7.1/10Also comedy
A koala named Buster recruits his best friend to help him drum up business for his theater by hosting a singing competition.